$79 Cheap flights from William P. Hobby to Midway Intl. (HOU to MDW)

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Find The Best Dates To Fly from William P. Hobby to Midway Intl.

Compare Flight Prices from Houston to Chicago

Affordable Airfare Tickets from HOU to MDW Airport

The cheapest flights to Midway Intl. found within the past 7 days were $142 round trip and $79 one way. Prices and availability subject to change. Additional terms may apply.

Thu, Sep 25 - Mon, Sep 29
IAH
Houston
MDW
Chicago
$142 Roundtrip, found 4 days ago
$142
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Sep 25 from Houston to Chicago, returning Mon, Sep 29, priced at $142 found 4 days ago
Fri, Aug 8 - Mon, Aug 11
IAH
Houston
MDW
Chicago
$143 Roundtrip, found 4 days ago
$143
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Fri, Aug 8 from Houston to Chicago, returning Mon, Aug 11, priced at $143 found 4 days ago
Sat, Sep 6 - Mon, Sep 8
HOU
Houston
MDW
Chicago
$157 Roundtrip, found 3 days ago
$157
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Sat, Sep 6 from Houston to Chicago, returning Mon, Sep 8, priced at $157 found 3 days ago
Thu, Sep 11 - Sun, Sep 14
IAH
Houston
MDW
Chicago
$162 Roundtrip, just found
$162
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Sep 11 from Houston to Chicago, returning Sun, Sep 14, priced at $162 just found
Fri, Aug 15 - Mon, Aug 18
IAH
Houston
MDW
Chicago
$164 Roundtrip, just found
$164
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Aug 15 from Houston to Chicago, returning Mon, Aug 18, priced at $164 just found
Fri, Nov 7 - Thu, Nov 13
IAH
Houston
MDW
Chicago
$165 Roundtrip, found 3 days ago
$165
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Fri, Nov 7 from Houston to Chicago, returning Thu, Nov 13, priced at $165 found 3 days ago
Mon, Aug 4 - Mon, Aug 11
IAH
Houston
MDW
Chicago
$167 Roundtrip, just found
$167
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Aug 4 from Houston to Chicago, returning Mon, Aug 11, priced at $167 just found
Sat, Sep 6 - Mon, Sep 8
HOU
Houston
MDW
Chicago
$167 Roundtrip, found 3 days ago
$167
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Sat, Sep 6 from Houston to Chicago, returning Mon, Sep 8, priced at $167 found 3 days ago
Mon, Oct 20 - Thu, Oct 23
IAH
Houston
MDW
Chicago
$168 Roundtrip, found 6 hours ago
$168
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Mon, Oct 20 from Houston to Chicago, returning Thu, Oct 23, priced at $168 found 6 hours ago
Thu, Aug 21 - Mon, Aug 25
IAH
Houston
MDW
Chicago
$170 Roundtrip, found 4 days ago
$170
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Aug 21 from Houston to Chicago, returning Mon, Aug 25, priced at $170 found 4 days ago

Midway Intl. flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Red Roof Inn Chicago - Alsip

Red Roof Inn Chicago - Alsip

2.5 out of 5
per person
Aug 28 - Sep 2
found 7 hours ago
Roundtrip flight included
Houston (HOU) to Chicago (MDW)
Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center

3 out of 5
Save 100% on your flight
per person
Aug 28 - Sep 2
found 3 hours ago
Roundtrip flight included
Houston (HOU) to Chicago (ORD)
Baymont by Wyndham Chicago/Alsip

Baymont by Wyndham Chicago/Alsip

2.5 out of 5
Save 100% on your flight
per person
Aug 28 - Sep 2
found 7 hours ago
Roundtrip flight included
Houston (HOU) to Chicago (MDW)
Fairfield Inn & Suites by Marriott Chicago Schaumburg

Fairfield Inn & Suites by Marriott Chicago Schaumburg

3 out of 5
Save 100% on your flight
per person
Aug 28 - Sep 2
found 7 hours ago
Roundtrip flight included
Houston (HOU) to Chicago (ORD)
Embassy Suites by Hilton Chicago Lombard Oak Brook

Embassy Suites by Hilton Chicago Lombard Oak Brook

3.5 out of 5
Save 100% on your flight
per person
Aug 28 - Sep 2
found 7 hours ago
Roundtrip flight included
Houston (HOU) to Chicago (ORD)
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Flight information from Houston to Chicago

 

Traveling From
William P. Hobby
Traveling To
Midway Intl.
Shortest Flight Time
2 hours 25 mins
Earliest Departure Time
5:35AM CDT
Latest Departure Time
9:20PM CDT
Lowest Flight Price
$142

Route Info

Flight path for flights from William P. Hobby Airport to Chicago Midway International Airport.


Origin:
HOU - William P. Hobby Airport
Destination:
MDW - Chicago Midway International Airport
Distance:
943.00 miles


Discover our best flights from Houston HOU to Chicago MDW. 

With 20 airlines to choose from on Travelocity, you can easily find the best option for you. Use our filters to sort by price, compare airlines, and find the most convenient flight times. 

 

Find our best return flights from Houston HOU to Chicago MDW at the right price  

Airfares to Chicago MDW from Houston HOU currently cost between $142 and $170. It’s usually cheaper to book a round trip than two separate one-way flights. Prices and availability subject to change. Additional terms may apply. 

 

Book one-way flights from Houston HOU to Chicago MDW 

If you want to be flexible about when you return, or keep your travel options open ended, a one-way flight could be just the ticket! You’ll find one-way airfares from Houston HOU to Chicago MDW on Travelocity starting at $79. Prices and availability subject to change. Additional terms may apply. 

 

Get to Chicago MDW from Houston HOU quicker with direct flights. 

Get to Chicago faster, without the hassle of changing planes and moving baggage, by booking a direct flight. Expect your direct flight to MDW from HOU to take around 2 hour(s) 25 min(s).  

 

Find our cheapest airfares for flights from Houston HOU to Chicago MDW

Find cheap flight deals by using our search filters to sort results starting with the lowest price airfares to MDW from HOU. Our Price Match Promise means if you find a lower rate on Travelocity.com or on another US-based website within 24 hours of booking, we’ll credit or refund the difference.  

 

Get our best airfare deals for your flight from Houston HOU to Chicago MDW today 

If you’re flexible about when you travel, September is usually the cheapest month to fly from Houston HOU to Chicago MDW. If you need to be more specific, search by date and arrival and departure times.Then, compare prices across different airlines, and sort results by lowest price first. 

 

Book flexible airline tickets for flights to Chicago MDW from Houston HOU 

Some airlines let you change your travel dates without charging a fee. Use our ‘no change fee’ filter to see which flights to MDW from HOU have this option.  

 

Travel with confidence when you book flights to Chicago MDW from Houston HOU with Travelocity 

We’ve secured fantastic deals with all the main airline carriers and it’s easy to compare, choose, and book with Travelocity. With 24/7 customer service and our free 'App', we’ll always keep you moving. 

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.